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Regioselective modification of amino groups in aminoglycosides based on cyclic carbamate formation
Chen, Guihui; Pan Pan; Yao, Yun; Chen, Ying; Meng, Xiangbao; Li, Zhongjun
关键词cyclic carbamate regioselectivity amino group modification
刊名TETRAHEDRON
2008-09-15
DOI10.1016/j.tet.2008.07.022
64期:38页:9078-9087
收录类别SCI ; IC
文章类型Article
WOS标题词Science & Technology
类目[WOS]Chemistry, Organic
研究领域[WOS]Chemistry
关键词[WOS]STAUDINGER REACTION ; N-1 MODIFICATION ; ANTIBIOTICS ; RNA ; RESISTANCE ; RIBOSTAMYCIN ; KANAMYCIN ; AMIKACIN ; ENZYMES ; DESIGN
英文摘要

Conditions for regioselective introduction of cyclic carbamate into per-N-Cbz neamine and per-N-Cbz kanamycin A have been found. The position and number of cyclic Carbamate formed in these two aminoglycosides was controllable. On the base of selective cyclic carbamate formation, regioselective modification on N-1, N-6′ or both amino groups in neat-nine, and on N-6′, N-3 ′′ or both amino groups in kanamycin A was achieved by ring-opening reaction with amines. A new neamine dimer linked at the N-1 was also synthesized with this method. (C) 2008 Elsevier Ltd. All rights reserved.

语种英语
WOS记录号WOS:000259045100007
项目编号2004CB518904
资助机构National Basic Research Program
引用统计
被引频次:12[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/62691
专题北京大学药学院_化学生物学系
作者单位Peking Univ, State Key Lab Nat & Biomimet Drugs, Sch Pharmaceut Sci, Dept Biol Chem, Beijing 100083, Peoples R China
推荐引用方式
GB/T 7714
Chen, Guihui,Pan Pan,Yao, Yun,et al. Regioselective modification of amino groups in aminoglycosides based on cyclic carbamate formation[J]. TETRAHEDRON,2008,64(38):9078-9087.
APA Chen, Guihui,Pan Pan,Yao, Yun,Chen, Ying,Meng, Xiangbao,&Li, Zhongjun.(2008).Regioselective modification of amino groups in aminoglycosides based on cyclic carbamate formation.TETRAHEDRON,64(38),9078-9087.
MLA Chen, Guihui,et al."Regioselective modification of amino groups in aminoglycosides based on cyclic carbamate formation".TETRAHEDRON 64.38(2008):9078-9087.
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